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Book Exclusive Siesta Key Vacation Packages

Choose two or more items and save on your trip:

Siesta Key flight + hotel packages

The Ritz-Carlton, Sarasota
The Ringling Beach House
Timberwoods Vacation Villas
Bentley's Boutique Hotel, BW Premier Collection
Extended Stay America - Tampa - Gibsonton - Riverview

2021 Siesta Key vacations

The Inn at Little Harbor
Timberwoods Vacation Villas
The Ritz-Carlton, Sarasota
The Ringling Beach House
RumFish Beach Resort by TradeWinds

Top Siesta Key hotels deals

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit in Siesta Key


Frequently asked questions

How much are vacation packages to Siesta Key?
With vacation packages on offer from as little as $179, it’s not necessary to max out the credit card for your getaway to Siesta Key. Travelocity can help. Combine experiences, hotels and flights into a convenient package and score some impressive discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Siesta Key?
Book your dream vacation with Travelocity. With access to 400 airline partners and 665,000 worldwide properties, finding the perfect Siesta Key package deal couldn’t be simpler.
Why should I purchase my Siesta Key vacation package via Travelocity?
Because we believe in crafting stress-free travel experiences. From hotels and flights to car rentals and activities, our packages make traveling a breeze. Our customer care is on hand 24/7 to ensure you’re being well taken care of. We also have an amazing Price Match Guarantee, so you can secure your trip knowing you’ve scored the best deal around. How? If you find a lower price, we’ll match it!
Can I save money on my Siesta Key car rental if I bundle it with my hotel or flight?
You certainly can with our Siesta Key vacation packages. With one of these, there are tons of ways to stretch your budget further. Combine any two or more car, flight, hotel and tour bookings and watch your savings start to add up. With your own set of wheels, all the attractions around Siesta Key are within your reach.
What is the best time of year to go to Siesta Key?
Heading there in the low season, , comes with a few upsides — think cheaper airfares and hotels and less bumping elbows with masses of tourists. But there’s magic in the destination during the peak season. More events will be on and more attractions will be open in . If you’re eager to save, offers the most affordable hotel prices. You’ll pay more for a bed in .

^Savings based on all package bookings with Flight + Hotel made on Travelocity.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.